Metal-Free Cross-Dehydrogenative C–O Coupling of Carbonyl Compounds with N-Hydroxyimides: Unexpected Selective Behavior of Highly Reactive Free Radicals at an Elevated Temperature

2019 ◽  
Vol 85 (4) ◽  
pp. 1935-1947 ◽  
Author(s):  
Igor B. Krylov ◽  
Elena R. Lopat’eva ◽  
Alexander S. Budnikov ◽  
Gennady I. Nikishin ◽  
Alexander O. Terent’ev
Keyword(s):  
Free Radicals ◽  
Elevated Temperature ◽  
Carbonyl Compounds ◽  
Metal Free ◽  
Selective Behavior

Minimalistic Design Approach for Multi-Reactivity against Free Radicals and Metal-Free and Metal-Bound Amyloid-β Peptides: Redox-Based Substitutions of Benzene

2019 ◽  
Author(s):  
Mingeun Kim ◽  
Juhye Kang ◽  
Misun Lee ◽  
Jiyeon Han ◽  
Geewoo Nam ◽  
...  
Keyword(s):  
Alzheimer’S Disease ◽  
Alzheimer's Disease ◽  
Free Radicals ◽  
Amyloid Β ◽  
Design Strategy ◽  
Design Approach ◽  
Metal Free

We report a minimalistic redox-based design strategy for engineering compact molecules based on the simplest aromatic framework, benzene, with multi-reactivity against free radicals, metal-free amyloid-β, and metal-bound amyloid-β, implicated in the most common form of dementia, Alzheimer’s disease.

Three-component 3-(phosphoryl)methylindole synthesis from indoles, H-phosphine oxides and carbonyl compounds under metal-free conditions

2019 ◽  
Vol 21 (4) ◽  
pp. 792-797 ◽  
Author(s):  
Jiaoting Pan ◽  
Runmin Zhao ◽  
Jiami Guo ◽  
Dumei Ma ◽  
Ying Xia ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Indole Derivatives ◽  
Phosphine Oxides ◽  
One Pot ◽  
Metal Free ◽  
Three Component Reaction ◽  
Acid Catalyzed

The first facile and efficient acid-catalyzed three-component reaction of indoles, H-phosphine oxides and carbonyl compounds has been developed, providing a general, one-pot approach to structurally diverse C3-alkylated indole derivatives.

scholarly journals Nucleofugal behavior of a β-shielded α-cyanovinyl carbanion

2018 ◽  
Vol 14 ◽  
pp. 3018-3024
Author(s):  
Rudolf Knorr ◽  
Barbara Schmidt
Keyword(s):  
Michael Addition ◽  
Carbonyl Compounds ◽  
Room Temperature ◽  
Experimental Conditions ◽  
Metal Free ◽  
Metal Derivatives ◽  
Carbonyl Addition ◽  
Derivatives Of

Sterically well-shielded against unsolicited Michael addition and polymerization reactions, α-metalated α-(1,1,3,3-tetramethylindan-2-ylidene)acetonitriles added reversibly to three small aldehydes and two bulky ketones at room temperature. Experimental conditions were determined for transfer of the nucleofugal title carbanion unit between different carbonyl compounds. These readily occurring retro-additions via C–C(O) bond fission may also be used to generate different metal derivatives of the nucleofugal anions as equilibrium components. Fluoride-catalyzed, metal-free desilylation admitted carbonyl addition but blocked the retro-addition.

scholarly journals K2S2O8-promoted C–Se bond formation to construct α-phenylseleno carbonyl compounds and α,β-unsaturated carbonyl compounds

RSC Advances ◽  
2020 ◽  
Vol 10 (48) ◽  
pp. 28902-28905
Author(s):  
Xue-Yan Yang ◽  
Ruizhe Wang ◽  
Lu Wang ◽  
Jianjun Li ◽  
Shuai Mao ◽  
...  
Keyword(s):  
Carbonyl Group ◽  
Carbonyl Compounds ◽  
Bond Formation ◽  
Cross Coupling ◽  
Diphenyl Diselenide ◽  
Metal Free ◽  
The Cross

K2S2O8-promoted C–Se bond formation from the cross-coupling of C(sp3)–H bond adjacent to carbonyl group with diphenyl diselenide under metal-free conditions.

Metal-Free Deoxygenation of α-Hydroxy Carbonyl Compounds and Beyond

2019 ◽  
Vol 2019 (37) ◽  
pp. 6320-6332 ◽  
Author(s):  
Maëva M. Pichon ◽  
Damien Hazelard ◽  
Philippe Compain
Keyword(s):  
Carbonyl Compounds ◽  
Metal Free

Metal-Free σ-Bond Metathesis in 1,3,2-Diazaphospholene-Catalyzed Hydroboration of Carbonyl Compounds

2014 ◽  
Vol 127 (1) ◽  
pp. 192-196 ◽  
Author(s):  
Che Chang Chong ◽  
Hajime Hirao ◽  
Rei Kinjo
Keyword(s):  
Carbonyl Compounds ◽  
Metal Free

A Metal-free Catalytic Reduction of α,β-unsaturated Carbonyl Compounds with Phenyldimethylsilane

2005 ◽  
Vol 2005 (7) ◽  
pp. 469-470 ◽  
Author(s):  
Ruizhu Mu ◽  
Zhengang Liu ◽  
Zhongquan Liu ◽  
Li Yang ◽  
Longmin Wu ◽  
...  
Keyword(s):  
Ambient Temperature ◽  
Carbonyl Compounds ◽  
Catalytic Reduction ◽  
Selective Reduction ◽  
Catalytic Amount ◽  
Metal Free

Selective reduction of α,β-unsaturated carbonyl compounds to the corresponding saturated ones by phenyldimethyl silane was promoted by a catalytic amount of I2O5 at ambient temperature in CH2Cl2.

The Action of Unsaturated Compounds on Natural Rubber in Solution. II. The Reaction Induced by Heat Alone

1952 ◽  
Vol 25 (2) ◽  
pp. 275-286
Author(s):  
André Delalande
Keyword(s):  
Free Radicals ◽  
Elevated Temperature ◽  
Natural Rubber ◽  
Addition Reaction ◽  
Thermal Reaction ◽  
Temperature Range ◽  
Unsaturated Compounds ◽  
Mechanism Of The Reaction

Abstract The addition reaction at an elevated temperature (170° C) of maleic N-methylimide with natural rubber in solution was studied. Attempts were made to apply the principles of kinetics to this thermal reaction with a view to understanding the nature of the reaction, but the complexity of the system made impossible any chance of attaining the results hoped for. A comparison of the fixation of acrylonitrile and that of maleic N-methylimide in the temperature range of 160°–200° C showed that the rates of these two reactions are in the ratio of 1 to 25–30. A determination of the unsaturation of the addition products showed that fixation is on the α-methylenic carbon atoms of the rubber hydrocarbon. Finally a mechanism of the reaction is proposed, in which free radicals play a part.

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